3-甲基-2-环戊烯-1-酮合成路线 （共 109 条）
反应条件
boron trifluoride diethyl etherate in tetrahydrofuran
T=-78°C; 2 h;
参考文献
Piers, Edward; Karunaratne, Veranja
Tetrahedron, 1989 , vol. 45, # 4 p. 1089 - 1104
反应条件
1: 3-methylcyclopent-2-en-1-one With N,N,N',N',N'',N''-hexamethylphosphoric triamide; lithium diisopropyl amide in tetrahydrofuran
T=-78°C; 0.5 h;
2: methyl halide in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide
T=-78 - 20°C; 13 h;
参考文献
Tanyeli, Cihangir; Iyiguen, Cigdem
Tetrahedron, 2003 , vol. 59, # 36 p. 7135 - 7139
反应条件
(i) LDA, HMPT, THF, (ii) /BRN= 969135/; Multistep reaction;
参考文献
Toder,B.H. et al.
Synthetic Communications, 1975 , vol. 5, p. 435 - 439
反应条件
CuI/n-Bu3P complex in tetrahydrofuran
T=-45 - -35°C; 1 h;
参考文献
Watanabe, Hidenori; Mori, Kenji
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , # 12 p. 2919 - 2934
反应条件
1: (Z)-2-(tributylstannyl)vinyl cyanocuprate With boron trifluoride diethyl etherate in tetrahydrofuran
T=-78°C; 0.0833333 h;
2: 3-methylcyclopent-2-en-1-one in tetrahydrofuran
T=-78°C; 0.5 h;
3: With hydrogen iodide
T=20°C;
参考文献
Posner,G.H.; Lentz,C.M.
Journal of the American Chemical Society, 1979 , vol. 101, # 4 p. 934 - 946
反应条件
1: 78 percent / Bu3P*CuI / tetrahydrofuran / 1 h / -45 - -35 °C
2: 88 percent / TsOH*H2O / benzene / 6 h / Heating
3: 1) BH3*THF, 2) aq. NaOH, 35percent aq. H2O2 / 1) r.t., 30 min, 2a) < 40 deg C, 2b) 50 deg C, 1 h
View Scheme
参考文献
Watanabe, Hidenori; Mori, Kenji
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , # 12 p. 2919 - 2934
反应条件
1: iodobenzene; diethylaluminium chloride With n-butyllithium in diethyl ether; hexane
T=-55 - -20°C; 1 h;
2: 3-methylcyclopent-2-en-1-one With copper(I) thiophene-2-carboxylate; 1,1-bis(3,5-dimethylphenyl)-N,N-bis((S)-1-(naphthalen-2-yl)ethyl)phosphinamine in diethyl ether; hexane
T=-10°C; Michael addition; optical yield given as percent ee;
参考文献
Hawner, Christine; Li, Kangying; Cirriez, Virginie; Alexakis, Alexandre
Angewandte Chemie - International Edition, 2008 , vol. 47, # 43 p. 8211 - 8214
反应条件
silver hexafluoroantimonate; C21H22Cl2N2O2Pd in methanol; water
T=40°C; 24 h; Inert atmosphere; optical yield given as percent ee;
参考文献
Gottumukkala, Aditya L.; Matcha, Kiran; Lutz, Martin; De Vries, Johannes G.; Minnaard, Adriaan J.
Chemistry - A European Journal, 2012 , vol. 18, # 22 p. 6907 - 6914
反应条件
[RhCl(η2:η2-cycloocta-1,5-diene)]2; (R)-1,1'-bis(diphenylphosphino)-2,2'-binapthyl in tetrahydrofuran; 1,4-dioxane
T=5°C; Michael condensation; Inert atmosphere; optical yield given as percent eeenantioselective reaction;
参考文献
Hawner, Christine; Mueller, Daniel; Gremaud, Ludovic; Felouat, Abdellah; Woodward, Simon; Alexakis, Alexandre
Angewandte Chemie - International Edition, 2010 , vol. 49, # 42 p. 7769 - 7772
反应条件
Ag2[(S,S)-C3N2H2Ph2(C6H2)(CH3)3(C6H4C6H4O)]2; copper(II) bis(trifluoromethanesulfonate) in tetrahydrofuran
T=-50°C; 48 h; Reactivity; Reagent/catalyst; optical yield given as percent eeenantioselective reaction;
参考文献
May, Tricia L.; Brown, M. Kevin; Hoveyda, Amir H.
Angewandte Chemie - International Edition, 2008 , vol. 47, # 38 p. 7358 - 7362
